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$774,900 Sale Pending
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Property Description
Step into this expansive and beautifully upgraded ranch home offering 3 spacious bedrooms, 2 full bathrooms, a private den, and a 3-car garage. Perfectly designed for both everyday living and entertaining, this light-filled residence blends modern elegance with comfortable style, all while enjoying breathtaking water views-one lake in back and another just across the street. Inside, you'll find a thoughtfully designed open layout accented by plank tile flooring, tray ceilings, plantation shutters, custom fans, and recessed lighting throughout. The chef's kitchen is a true showpiece, featuring quartz countertops, stainless steel appliances, gas cooking, oversized pendant lighting, a polished tile backsplash, wine cooler, walk-in pantry, and a butler's pantry for added storage and prep space. French doors lead to a versatile den-ideal for a home office, hobby room, or additional guest space. The primary suite offers a luxurious retreat with dual sinks, a spacious walk-in shower, and two generous walk-in closets. Two additional bedrooms provide comfort for family and guests alike. Outdoor living is just as impressive. The lanai featuring a picture screen cage and sparkling pool with sun shelf and fountain create a private backyard oasis, complete with gas hookup, electric and plumbing, ready for your dream outdoor kitchen. A covered front porch adds charm and invites you to relax and enjoy the tranquil surroundings. Beyond the home, the amenity-rich community offers something for everyone. Explore scenic biking and jogging trails, unwind at the sprawling clubhouse and lakehouse, or stay active at the fitness center, tennis courts, pickleball, basketball, and lap pool. For more leisurely days, enjoy the resort-style pool, outdoor fire pit, fishing pier, play area, dog park, or the game room with catering kitchen for gatherings. Blending refined finishes, thoughtful upgrades, and resort-style amenities, this home delivers the ultimate Florida lifestyle in a one-of-a-kind lakefront setting.
Full Property Details
Full Property Details for 3992 Skysail Dr
General
- Price: $774,900
- HOA FEE: $203/month
- HOA FEE FREQ.: Quarterly
- Taxes: (2024)
- Status: Pending
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 225067849
- Updated: 12/4/2025
- Added to Site: 137 day(s) ago
Rental Information
- Lease/Rent Term: 180
- Min. Lease (Days): 180
Interior
- Interior Features: Great Room, Split Bedrooms, Den - Study, Built-In Cabinets, Pantry, Tray Ceiling(s), Walk-In Closet(s)
- Appliances: Gas Cooktop, Dishwasher, Disposal, Microwave, Refrigerator with Icemaker, Wall Oven, Wine Cooler
- Furnishings: Unfurnished
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Primary Bathroom: Dual Sinks, Shower Only
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Kitchen: Kitchen Island, Walk-In Pantry
- Dining Room: Breakfast Bar, Eat-in Kitchen
- Laundry: Washer/Dryer Hookup, Inside
Additional Information
- Shared Amenities: Basketball, Bike And Jog Path, Clubhouse, Pool, Community Room, Community Spa/Hot tub, Dog Park, Fitness Center, Fishing, Pickleball, Playground, Sidewalks, Tennis Court(s), Gated
- Pool: Yes
- Private Pool: Yes
- Pool Description: Community Lap Pool, In Ground, Concrete, Gas Heat
- Tennis: Yes
- Security/Safety: Smoke Detector(s), Smoke Detectors
Exterior
- Exterior Features: Automatic Sprinkler
- Porch/Patio/Deck: Screened Lanai/Porch, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Garage Door Opener, Attached
Location
- Area: NA35 - Ave Maria Area
- County: Collier
- Subdivision: SKYSAIL
- Building Name: SKYSAIL
- Driving Directions: From I75 take Immokalee Rd east to Oil Well Road. Turn right and head east to the Skysail Community. Proceed to the stop sign. Turn left again and 3992 Skysail Drive will be on your left across from the lake.
- Direction Faces: North
School Information
- Elementary School: CORKSCREW ELEMENTARY
- Middle School: CORKSCREW MIDDLE SCHOOL
- High School: PALMETTO RIDGE
Community
- Association: Yes
- Assoc. Fees Include: Irrigation Water, Maintenance Grounds, Manager, Sewer, Street Lights, Street Maintenance
- Units Assoc/Comm: 1500
- Pets Allowed: Yes
- Management Type: Developer
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Electric
- Heating Type: Central Electric
Utilities
- Gas: Natural
- Sewer: Central
- Water: Central, Filter
- Cable Available: Yes
- Utility Description: Underground Utilities, Natural Gas Connected, Cable Available
Structural Information
- Description/Design: Single Family Residence
- Exterior Const.: Concrete Block, Stucco
- Roof: Tile
- Windows: Impact Resistant, Impact Resistant Windows, Window Coverings
- Doors: Impact Resistant Doors, French Doors
- Entry Floor Number: 1
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 2,309
- Sq. Ft. Source: Developer Brochure
- Living Area: 2,309 Sq. Ft.
- Year Built: 2023
Lot Features
- Property View: Lake, Landscaped Area
- Lot Size (Acres): 0.2
- Lot Size (Sq. Ft.): 8,712
- Lot Size Source: Developer Brochure
- Lot Dimensions: 53 x 70 x 138 x 140
- Frontage Feet: 53
- Irrigation System: Central
- Lot Features: Across From Waterfront, Regular
- Lot Description: Across From Waterfront, Regular
Water Features
- Water Front: Yes
- Water Front Desc.: Lake Front
- Lake Front: Yes
Financial Considerations
- Association Fee: $609
- Assoc Fee Freq.: Quarterly
- Tax Year: 2024
- Terms: Buyer Finance/Cash, FHA, VA Loan
Disclosures and Reports
- Ownership: Single Family
- Legal Description: SKYSAIL PHASE ONE LOT 152
- Property ID: 73650003387
- Section: 16
- Lot Number: 152
Listed by John R Wood Properties
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Schools
Schools serving 3992 Skysail Dr
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Estates Elementary School 5945 Everglades Boulevard North, Naples, FL 34120 | K-5 | 3.3 mi |
Corkscrew Middle School 1165 County Road 858, Naples, FL 34120 | 6-8 | 3.8 mi |
Palmetto Ridge High School 1655 Victory Lane, Naples, FL 34120 | 9-12 | 3.2 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 3992 Skysail Dr
Date
Details
Price
Change
Source
10/15/2025
Price Reduced
$774,900
-1.79%
MLS
9/04/2025
Listed
$789,000
1.7%
MLS
2/22/2023
Sold
$775,808
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 3992 Skysail Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,726
-2%
$592,811
-1%
2024
$9,909
108%
$599,749
351%
2023
$4,758
1524%
$132,975
500%
2022
$293
—
$22,163
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 3992 Skysail Dr
3992 Skysail Dr, Naples, FL 34120 (MLS# 225067849) is a Single Family property with 3 bedrooms and 2 full bathrooms. 3992 Skysail Dr is currently listed for $774,900 and was received on September 04, 2025. Want to learn more about 3992 Skysail Dr? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

